Well how about u and ur friend go somewhere to eat and sit together with girls (hopefully U know them- otherwise it'd be really awkward for him) And try to have a mix conversation. Give him tips like how to talk to a girl.
talk about different stuff, and what things she and him might have in common, --talk about the world news, (michael jackson or sumthing) talk about career, future plans, where they would llike to visit- any vacation plans, family- food, etc etc i mean just a normal one on one conversation. but make sure ur there so he has some confidence with you being there. and let him know if theres anything he might mess up on- then UR there to back him up :)
Good luck- ab itni sharafat to nahi chahiye is duniya mein- Come on Now!!